Search Chalets in Upstate New York from CA $155

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Upstate New York chalets

1. The Wilderness Inn

The Wilderness Inn
3.0 star property
Wilmington
9.2 out of 10, Wonderful, (172 reviews)
"A calm place for a resting day and near to the high falls gorge and white face mountain attractions"
United States
Rajkumar
The price is CA $169
CA $191 total
includes taxes & fees
Nov 10 - Nov 11
The Wilderness Inn

2. Secluded Adirondack Chalet/7 mins to Gore Mountain/ Fire pit/Fast Wi-Fi.

Secluded Adirondack Chalet/7 mins to Gore Mountain/ Fire pit/Fast Wi-Fi.
North Creek
10.0 out of 10, Exceptional, (117 reviews)
"The chalet exceeded our expectations. All the amenities and details created an atmosphere that was cozy and welcoming. The extra touches such as the homemade cookies that were waiting for us when we arrived was so thoughtful. We will definitely be going back!"
United States
Linda D.
The price is CA $353
CA $423 total
includes taxes & fees
Nov 13 - Nov 14
Secluded Adirondack Chalet/7 mins to Gore Mountain/ Fire pit/Fast Wi-Fi.

3. Family Chalet with Fireplace under Pine trees

Family Chalet with Fireplace under Pine trees
Wilmington, NY, USA
9.6 out of 10, Exceptional, (15 reviews)
"Clean, organized and great location - would stay again "
United States
Dominik S.
The price is CA $212
CA $303 total
includes taxes & fees
Nov 12 - Nov 13
Family Chalet with Fireplace under Pine trees

4. Superior Chalet Hemlock

Superior Chalet Hemlock
Wilmington
10.0 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay with our dog. It is a beautiful location. Our cottage was cozy and had everything we needed. "
United States
Kathi C.
The price is CA $226
CA $319 total
includes taxes & fees
Nov 9 - Nov 10
Superior Chalet Hemlock

5. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is CA $167
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Jessie's Harvest House

6. 2 Bedroom Chalet with Fireplace

2 Bedroom Chalet with Fireplace
Wilmington
9.4 out of 10, Exceptional, (51 reviews)
"Tamarack was clean and cozy Wish it had a kitchen sink to do dishes inThe beds were comfy, the futon couch was not But overall for our 3day stay it suited our purpose, it was centrally located to the places we wanted to visit."
United States
Mary C.
The price is CA $219
CA $311 total
includes taxes & fees
Nov 9 - Nov 10
2 Bedroom Chalet with Fireplace

7. Rustic Cabin in beautiful environment under Pine Trees

Rustic Cabin in beautiful environment under Pine Trees
Wilmington
9.6 out of 10, Exceptional, (4 reviews)
"I just love the ease and convenience of this place. I always try to stay here"
United States
Phaedra E.
The price is CA $225
CA $318 total
includes taxes & fees
Nov 9 - Nov 10
Rustic Cabin in beautiful environment under Pine Trees

8. Jessie's Harvest House

Jessie's Harvest House
Tannersville
2.0 out of 10, (1 review)
"We pulled up to a restaurant inn with not a soul in sight. The restaurant was closed with a for sale Realastate sign outside. There place had broken windows and a side back door to access . We walked in to find a dark room with an old piano . We went upstairs to see the room and the only thing in the rooms posted was the white sheets and blankets . There was a small area with a microwave outside our door . The pictures had an outside sitting for guests that was not the case . We left and ended...
United States
Genine B.
The price is CA $167
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Jessie's Harvest House

9. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is CA $155
CA $252 total
includes taxes & fees
Nov 9 - Nov 10
Jessie's Harvest House Suite

10. Luxury Retreat | Near Gore Mountain | Pets

Luxury Retreat | Near Gore Mountain | Pets
North Creek
The price is CA $275
CA $765 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Retreat | Near Gore Mountain | Pets

11. cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $277
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
cozy retreat with modern amenties

12. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Bernice
The price is CA $256
CA $384 total
includes taxes & fees
Nov 19 - Nov 20
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

13. Edin's Chalet - Whiteface Mountain 4-bedroom-2 Baths - 7 beds

Edin's Chalet - Whiteface Mountain 4-bedroom-2 Baths - 7 beds
Jay
The price is CA $312
CA $1,015 total
includes taxes & fees
Nov 15 - Nov 16
Edin's Chalet - Whiteface Mountain 4-bedroom-2 Baths - 7 beds

14. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Big Indian
9.8 out of 10, Exceptional, (30 reviews)
"Room was spotless and amenities were great."
United States
Richard
The price is CA $584
CA $1,130 total
includes taxes & fees
Nov 9 - Nov 10
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

15. Dream A-Frame Cabin on the Hudson with heated pool and dock! Sleeps 10; Pets ok!

Dream A-Frame Cabin on the Hudson with heated pool and dock! Sleeps 10; Pets ok!
Troy
10.0 out of 10, Exceptional, (51 reviews)
"Dia's created an excellent space for anyone to enjoy. Have been twice now and am looking forward to making another trip in the future. A truly one of a kind home, peaceful and fun. Thank you Dia!"
United States
Josh C.
The price is CA $1,016
CA $1,225 total
includes taxes & fees
Nov 9 - Nov 10
Dream A-Frame Cabin on the Hudson with heated pool and dock! Sleeps 10; Pets ok!

16. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
The price is CA $232
CA $841 total
includes taxes & fees
Nov 9 - Nov 10
Relaxing Mountain Hideaway - Hot Tub & Outdoors

17. Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Ellicottville
9.0 out of 10, Wonderful, (29 reviews)
"Small place but perfect for 2. Proximity to town is perfect."
United States
Jamey M.
The price is CA $198
CA $311 total
includes taxes & fees
Nov 9 - Nov 10
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

18. NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.
Naples
10.0 out of 10, Exceptional, (5 reviews)
"Property was amazing. Great views. Super clean and everything is up to date. Perfect spot for lake adventures and some winter skiing. "
United States
Graham B.
The price is CA $643
CA $1,125 total
includes taxes & fees
Nov 29 - Nov 30
NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

19. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Warwick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
The price is CA $1,013
CA $1,960 total
includes taxes & fees
Nov 9 - Nov 10
Mountain View Retreat w/ Hot Tub, Theater, and Gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Upstate New York

Towering waterfalls and pristine lakes await in the Finger Lakes region, where you can hike gorges and sample wines at local vineyards. Explore the historic mansions along the Hudson River Valley or catch a summer performance at Saratoga Springs' renowned outdoor amphitheater.

A large waterfall, a city skyline, and lush greenery.

Explore a world of travel with Expedia